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4-Hydroxyindole
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Name

4-Hydroxyindole

 EINECS 219-177-2
CAS No. 2380-94-1 Density 1.327 g/cm3
PSA 36.02000 LogP 1.87350
Solubility slightly soluble Melting Point 97-99 °C(lit.)
Formula C8H7NO Boiling Point 343.2 °C at 760 mmHg
Molecular Weight 133.15 Flash Point 161.4 °C
Transport Information N/A Appearance off-white cyrstalline solid
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2380-94-1 (4-Hydroxyindole) Hazard Symbols IrritantXi
Synonyms

1,5-Dihydro-indol-4-one;1,5-dihydroindol-4-one;1H-Indol-4-ol;4-Hydroxy Indole (4-Indolol);4-hydroxy-1H-indole;4-Hydroxy Indole;

Article Data 40

4-Hydroxyindole Synthetic route

195992-07-5

3-nitro-2-vinylphenol

2380-94-1

1H-indol-4-ol

Conditions
ConditionsYield
With carbon monoxide; triphenylphosphine; palladium diacetate In acetonitrile under 3040 Torr; Heating;96%
With carbon monoxide; palladium diacetate; triphenylphosphine In acetonitrile at 90℃; under 3051.25 Torr; for 50h;96%
95969-15-6

(4-Hydroxy-indol-1-yl)-phenyl-methanone

2380-94-1

1H-indol-4-ol

Conditions
ConditionsYield
With potassium hydroxide at 0 - 20℃; for 2h;96%

C10H9NO2

2380-94-1

1H-indol-4-ol

Conditions
ConditionsYield
With sodium hydroxide at 0℃; for 1h;95%
20289-26-3

4-benzyloxy-1H-indole

2380-94-1

1H-indol-4-ol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 20℃; under 775.743 Torr; for 12h;89.4%
With methanol; magnesium hydrosilicate; palladium Hydrogenation;
85926-99-4

4-hydroxyindoline

2380-94-1

1H-indol-4-ol

Conditions
ConditionsYield
With palladium on activated charcoal In o-xylene for 2.3h; Heating;88%

(E)-6-benzyloxy-2-nitro-β-pyrrolidinostyrene

A

2380-94-1

1H-indol-4-ol

B

20289-26-3

4-benzyloxy-1H-indole

Conditions
ConditionsYield
With hydrogen; 5% rhodium-on-charcoal; nickel(II) nitrate In tetrahydrofuran; water at 20℃; for 32h;A 6%
B 88%
With hydrogen; 5% rhodium-on-charcoal; iron(II) acetate In tetrahydrofuran at 20℃; for 31h;A 5%
B 83%
With hydrogen; 5% rhodium-on-charcoal; tris(acetylacetonato)cobalt In tetrahydrofuran at 20℃; for 38h;A 3%
B 80%
112970-68-0

4-acetoxy-N-tosylindole

2380-94-1

1H-indol-4-ol

Conditions
ConditionsYield
With sodium hydroxide In methanol for 12h; Heating;83%
79966-73-7

2-(2-benzyloxy-6-nitrophenyl)acetonitrile

2380-94-1

1H-indol-4-ol

Conditions
ConditionsYield
With hydrogen; acetic acid; 10% palladium on active carbon In ethanol under 2280 Torr; for 2h; Ambient temperature;81%
With palladium 10% on activated carbon; hydrogen; acetic acid In ethanol78%
13754-86-4

1,5,6,7-tetrahydro-indol-4-one

A

2380-94-1

1H-indol-4-ol

B

5192-23-4

4-amino-1H-indole

Conditions
ConditionsYield
With ethene; 5%-palladium/activated carbon; ammonium acetate In acetonitrile at 90℃; under 760.051 Torr; for 15h; Reagent/catalyst; Schlenk technique;A 11%
B 80%
75201-78-4

ethyl 4-hydroxy-1H-indole-1-carboxylate

2380-94-1

1H-indol-4-ol

Conditions
ConditionsYield
palladium on activated charcoal75%

4-Hydroxyindole Chemical Properties

IUPAC Name: 1H-indol-4-ol
Synonyms of 4-Hydroxyindole (CAS NO.2380-94-1): 4-Indolol
CAS NO: 2380-94-1
Molecular Formula: C8H7NO
Molecular Weight: 133.15
Molecular Structure:
EINECS: 219-177-2
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 14.16 Å2
Index of Refraction: 1.739
Molar Refractivity: 40.41 cm3
Molar Volume: 100.3 cm3
Surface Tension: 65.8 dyne/cm
Density: 1.327 g/cm3
Flash Point: 161.4 °C
Enthalpy of Vaporization: 61.03 kJ/mol
Boiling Point: 343.2 °C at 760 mmHg
Vapour Pressure: 3.61E-05 mmHg at 25°C
Melting Point: 97-99 °C(lit.)
Storage temp: 0-6°C
Water Solubility: slightly soluble
Sensitive: Air Sensitive
Appearance: Off-White Cyrstalline Solid
SMILES: c1cc2c(cc[nH]2)c(c1)O
InChI: InChI=1/C8H7NO/c10-8-3-1-2-7-6(8)4-5-9-7/h1-5,9-10H 
InChIKey: NLMQHXUGJIAKTH-UHFFFAOYAU
Std. InChI: InChI=1S/C8H7NO/c10-8-3-1-2-7-6(8)4-5-9-7/h1-5,9-10H
Std. InChIKey: NLMQHXUGJIAKTH-UHFFFAOYSA-N
Product Categories of 4-Hydroxyindole (CAS NO.2380-94-1): blocks;IndolesOxindoles;Indoles and derivatives;pharmacetical;Heterocycles series;Pyrroles & Indoles;Indole;Indoles;Indole Derivatives;Simple Indoles;Chiral Compound;Pyrroles & Indoles

4-Hydroxyindole Uses

 4-Hydroxyindole (CAS NO.2380-94-1) is used for pharmaceutical intermediates.

4-Hydroxyindole Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

4-Hydroxyindole Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store 4-Hydroxyindole (CAS NO.2380-94-1) in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4°C/39°F.) Store under nitrogen.

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